A ONE POT PROCEDURE FOR THE SYNTHESIS OF ALPHA-HYDROXYAMIDES FROM THE CORRESPONDING ALPHA-HYDROXYACIDS

被引:22
作者
KELLY, SE
LACOUR, TG
机构
[1] Process Research and Develooment, Central Research Division, Pfizer Inc., Groton., Connecticut
关键词
D O I
10.1080/00397919208020850
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alpha-hydroxyamides are synthesized from the cooresponding alpha-hydroxyacids by generation of the bis-trimethylsilyl derivative and treating it with oxalyl chloride. Following addition of the appropriate amine, the TMS ether is hydrolyzed in the workup to provide the desired alpha-hydroxyamide. As summarized in Table 1, this reaction has proven to be general and compatible with chiral alpha-hydroxyacids affording the desired alpha-hydroxyamides in excellent yield (77-99%).
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页码:859 / 869
页数:11
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